IP Library Granted Patent US 7,632,491
Granted Patent B2
US 7,632,491 · App. 11/201,731 · Granted Dec 15, 2009

Stable pegylated interferon formulation

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Quick Facts
Patent No.
US 7,632,491
App. No.
11/201,731
Granted
Dec 15, 2009
Kind
B2
Abstract

The present invention relates to lyophilized formulations of pegylated interferon which are prepared using trehalose as a cryoprotectant. The formulations have a low moisture content, which helps stabilize the pegylated interferon during storage of the formulations at room temperature. In addition, methods for preparing these formulations are provided.

Claims (125)

1. A solution for preparing a lyophilized powder formulation, the solution comprising a pegylated interferon, one or more cryoprotectant agents, a buffer, a stabilizer, and water, wherein trehalose comprises at least 80%, by weight, of the cryoprotectant agents, and the buffer maintains the pH of the formulation between 4.5 and 7.1.

2. The solution of claim 1 , wherein one of the cryoprotectant agents is sucrose.

3. The solution of claim 1 , wherein trehalose is the sole cryoprotectant agent.

4. The solution of claim 3 , which comprises 90 mg/ml trehalose.

5. The solution of claim 1 , wherein the buffer maintains the pH of the solution between 6.5 and 7.1.

6. The solution of claim 5 , wherein the buffer consists of sodium phosphate dibasic anhydrous and sodium phosphate monobasic monohydrate.

7. The solution of claim 1 , wherein the stabilizer is a polysorbate.

8. The solution of claim 7 , wherein the polysorbate is polysorbate 80.

9. The solution of claim 1 , wherein the pegylated interferon consists of covalent conjugates between PEG molecules and interferon alpha molecules.

10. The solution of claim 9 , wherein the PEG molecules are attached to the interferon molecules with a urethane bond.

11. The solution of claim 10 , wherein at least 15% of the attached PEG molecules are attached to histidine residues of the interferon alpha molecules.

12. The solution of claim 11 , wherein the pegylated interferon alpha is PEG 12000 -interferon alpha-2b.

13. The solution of claim 12 , which consists of between 100 and 300 μg/ml of PEG 12000 -interferon alpha-2b, 90 mg/ml trehalose dihydrate, 1.5 mg/ml sodium phosphate dibasic anhydrous, 1.5 mg/ml sodium phosphate monobasic monohydrate, 0.1 mg/ml polysorbate 80 and water.

14. A lyophilized powder, produced by lyophilization of a solution comprising pegylated interferon, one or more cryoprotectant agents, a buffer, a stabilizer, and water, wherein trehalose comprises at least 80%, by weight, of the cryoprotectants agents, the buffer maintains the pH of the solution between 4.5 and 7.1 and the lyophilized powder has a moisture content of less than 3%.

15. The powder of claim 14 , which has a moisture content of less than 2%.

16. The powder of claim 15 , which has less than 10% unpegylated interferon after storage at 40° C. for 30 days.

17. The powder of claim 15 , which is lyophilized in a cartridge.

18. The powder of claim 17 , wherein the solution consists essentially of between 100 and 300 μg/ml of PEG 12000 -interferon alpha-2b, 90 mg/ml trehalose dihydrate, 1.5 mg/ml sodium phosphate dibasic anhydrous, 1.5 mg/ml sodium phosphate monobasic monohydrate, 0.1 mg/ml polysorbate 80 and water.

19. The powder of claim 18 , wherein the lyophilization is performed using a lyophilization cycle comprising the following steps and condition values:

STEP

CONDITION VALUE

LOADING

Temperature (° C.)

5

Pressure (mTorr)

Ambient

FREEZING

Temperature (° C.)

−50

Pressure (mTorr)

Ambient

Time (hrs)

2

ANNEALING

Temperature (° C.)

−20

Pressure (mTorr)

Ambient

Time (hrs)

6

PRIMARY DRYING

Temperature (° C.)

−20

Pressure (mTorr)

15

Time (hrs)

25

SECONDARY DRYING

Temperature (° C.)

5 to 40

Pressure (mTorr)

15

Time (hrs)

6

UNLOADING

Temperature (° C.)

5

Pressure (mTorr)

 Ambient.

20. A process for preparing a lyophilized pegylated interferon formulation, comprising:

providing a solution which comprises a pegylated interferon, one or more cryoprotectants agents, a buffer, a stabilizer, and water, wherein trehalose comprises at least 80%, by weight, of the cryoprotectant agents and the buffer maintains the pH of the formulation between 4.5 and 7.1;

placing the solution into a glass container; and

lyophilizing the solution using a lyophilization cycle that produces a lyophilized powder having a moisture content of less than 3%.

21. The process of claim 20 , wherein the glass container is a vial.

22. The process of claim 20 , wherein the lyophilization cycle comprises:

loading the glass container into a lyophilizer at ambient pressure and a temperature between −55° C. and 5° C.;

incubating the glass container at ambient pressure for 1 to 4 hrs at a temperature between −55° C. and −40° C. to freeze the solution in the glass container;

incubating the glass container containing the frozen solution at ambient pressure for 4 to 8 hours at a temperature between −25° C. and −15° C. to anneal the pegylated interferon in the solution;

drying the frozen and annealed solution under vacuum at a pressure between 8 and 100 milliTorr (mTorr) using a primary drying step and a secondary drying step, wherein the primary drying step is performed for 15 to 35 hrs. at a temperature between −30° C. and −15° C. and the secondary drying step is performed for 5 to 10 hrs. at a temperature starting at 0° C. to 5° C. and ramping up to 40° C. during the secondary drying period; and

unloading the glass container from the lyophilizer at ambient pressure and a temperature of 25° C. or below.

23. The process of claim 22 , wherein the glass container is a cartridge and the lyophilization cycle comprises the following steps and condition values:

STEP

CONDITION VALUE

LOADING

Temperature (° C.)

5

Pressure (mTorr)

Ambient

FREEZING

Temperature (° C.)

−50

Pressure (mTorr)

Ambient

Time (hrs)

2

ANNEALING

Temperature (° C.)

−20

Pressure (mTorr)

Ambient

Time (hrs)

6

PRIMARY DRYING

Temperature (° C.)

−20

Pressure (mTorr)

15

Time (hrs)

25

SECONDARY DRYING

Temperature (° C.)

5 to 40

Pressure (mTorr)

15

Time (hrs)

6

UNLOADING

Temperature (° C.)

5

Pressure (mTorr)

 Ambient.

24. A pegylated interferon drug product, which comprises a lyophilized powder in a glass container, wherein the lyophilized powder comprises a pegylated interferon, one or more cryoprotectant agents, a buffer, and a stabilizer, wherein trehalose comprises at least 80%, by weight, of the cryoprotectant agents, and the buffer maintains the pH of the formulation between 4.5 and 7.1.

25. The pegylated interferon drug product of claim 24 , wherein trehalose is the sole cryoprotectant agent.

26. The pegylated interferon drug product of claim 24 , wherein the glass container is a vial.

27. The pegylated interferon drug product of claim 24 , wherein the buffer consists of sodium phosphate dibasic anhydrous and sodium phosphate monobasic monohydrate and the stabilizer is a polysorbate.

28. The pegylated interferon drug product of claim 27 , wherein the polysorbate is polysorbate 80.

29. The pegylated interferon drug product of claim 27 , wherein the pegylated interferon consists of covalent conjugates between PEG molecules and interferon alpha molecules, wherein the PEG molecules are attached to the interferon alpha molecules with a urethane bond.

30. The pegylated interferon drug product of claim 29 , wherein at least 15% of the attached PEG molecules are attached to histidine residues of the interferon alpha molecules.

31. The pegylated interferon drug product of claim 30 , wherein the glass container is a cartridge having first and second chambers,

wherein the lyophilized powder is in the first chamber and the second chamber comprises water.

32. The pegylated interferon drug product of claim 31 , wherein the pegylated interferon alpha is PEG 12000 -interferon alpha-2b.

33. The pegylated interferon drug product of claim 32 , wherein the lyophilized powder consists essentially of 67.5 μg of PEG 12000 -interferon alpha-2b, 60.780 mg trehalose dihydrate, 1.013 mg dibasic sodium phosphate anhydrous, 1.013 mg monobasic sodium phosphate monohydrate, and 0.0675 mg polysorbate 80.

34. The pegylated interferon drug product of claim 32 , wherein the lyophilized powder consists essentially of 108 μg of PEG 12000 -interferon alpha-2b, 60.780mg trehalose dihydrate, 1.013 mg dibasic sodium phosphate anhydrous, 1.013 mg monobasic sodium phosphate monohydrate, and 0.0675 mg polysorbate 80.

35. The pegylated interferon drug product of claim 32 , wherein the lyophilized powder consists essentially of 162 μg of PEG 12000 -interferon alpha-2b, 60.780 mg trehalose dihydrate, 1.013 mg dibasic sodium phosphate anhydrous, 1.013 mg monobasic sodium phosphate monohydrate, and 0.0675 mg polysorbate 80.

36. The pegylated interferon drug product of claim 32 , wherein the lyophilized powder consists essentially of 202.5 μg of PEG 12000 -interferon alpha-2b, 60.780 mg trehalose dihydrate, 1.013 mg dibasic sodium phosphate anhydrous, 1.013 mg monobasic sodium phosphate monohydrate, and 0.0675 mg polysorbate 80.

Assignments (2)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
CHANGE OF NAME Recorded Aug 30, 2012
From: SCHERING CORPORATION
To: MERCK SHARP & DOHME CORP.
Reel/Frame 028884/0151 →